Round: 44 Ground: Clay
| ITF Colombia F4 | 2016/10/04 15:00 | Jeff Guerrero v Eduardo Ribeiro | 4-6,6-2,4-6 |
| ITF Brazil F4 Qual | 2016/07/17 12:00 | Jeff Guerrero v Asdrubal Gobernate | 0-6,5-7 |
| ITF Brazil F3 | 2016/07/10 12:00 | Jeff Guerrero v Pedro Iamachkine | 3-6,3-6 |
| ITF Brazil F3 | 2016/07/09 12:00 | Jeff Guerrero v Hugo Moura | 6-0,6-1 |
| ITF Brazil F2 | 2016/07/03 12:00 | Jeff Guerrero v Eduardo Ribeiro | 4-6,4-6 |
| ITF Brazil F1 | 2016/06/25 13:00 | Jeff Guerrero v Asdrubal Gobernate | 2-6,1-6 |
| ITF Colombia F2 | 2016/06/19 17:40 | Naoki Nakagawa v Jeff Guerrero | 6-2,6-2 |
| ITF Argentina F9 | 2016/05/29 22:00 | Jeff Guerrero v Federico Moreno | 1-6,4-6 |
| ITF USA F28 | 2016/09/09 22:30 | Felipe Santamaria v Pedro Iamachkine | 1-6,3-6 |
| ITF Colombia F3 Qual | 2016/06/25 18:00 | Raul-Isaias Rosas-Zarur v Felipe Santamaria | 7-6,6-2 |
| ITF Colombia F2 | 2016/06/19 19:40 | Felipe Santamaria v William J M. Granados | 2-6,7-5,3-6 |
| ITF Colombia F1 | 2016/06/11 15:00 | Felipe Santamaria v Rodrigo Echavarria | 5-7,3-6 |
| ITF Mexico F3 | 2016/05/14 14:30 | Felipe Santamaria v Farris Fathi Gosea | 2-6,0-6 |
| ITF Mexico F2 | 2016/05/07 15:00 | Felipe Santamaria v Pablo Nunez | 1-6,2-6 |
| ITF Mexico F1 | 2016/05/01 18:00 | Jose Daniel Bendeck v Felipe Santamaria | 6-1,6-1 |
| ITF Mexico F1 | 2016/04/30 17:30 | Jose Pablo Andres v Felipe Santamaria | 3-6,6-7 |